NP-MRD: Showing NP-Card for m-Methylhippuric acid (NP0339234)

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Record Information

Version

2.0

Created at

2024-09-11 20:36:01 UTC

Updated at

2024-09-11 20:36:01 UTC

NP-MRD ID

NP0339234

Secondary Accession Numbers

None

Natural Product Identification

Common Name

m-Methylhippuric acid

Description

M-Methylhippuric acid, also known as 3-methylhippate, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. M-Methylhippuric acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303102016512D          

 14 14  0  0  0  0            999 V2000
   10.9326  -10.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9326  -11.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2180   -9.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2180  -11.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5036  -10.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5036  -11.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6470   -9.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3615  -10.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0760   -9.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7905  -10.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5049   -9.8006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7905  -11.0381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6470   -8.9756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2180  -12.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  2  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 14  4  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339234

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(=CC=C1)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO3/c1-7-3-2-4-8(5-7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)

> <INCHI_KEY>
YKAKNMHEIJUKEX-UHFFFAOYSA-N

> <FORMULA>
C10H11NO3

> <MOLECULAR_WEIGHT>
193.1992

> <EXACT_MASS>
193.073893223

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.647314610299844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3-methylphenyl)formamido]acetic acid

> <ALOGPS_LOGP>
0.69

> <JCHEM_LOGP>
1.0389668736666666

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.163154109776176

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.743625366695486

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2175297873718898

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
51.1589

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.61e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3-methylphenyl)formamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      20.408 -19.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.408 -20.604   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.074 -18.294   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.074 -21.374   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.740 -19.064   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.740 -20.604   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.741 -18.294   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      23.075 -19.064   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      24.409 -18.294   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.742 -19.064   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      27.076 -18.294   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.742 -20.604   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      21.741 -16.754   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      19.074 -22.914   0.000  0.00  0.00           C+0
CONECT    1    2    3    7                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6   14                                                  
CONECT    5    3    6                                                       
CONECT    6    4    5                                                       
CONECT    7    1    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7                                                            
CONECT   14    4                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
3-Methylhippuric acid	ChEBI
3-Methylhippate	Generator
3-Methylhippic acid	Generator
m-Methylhippate	Generator
m-Methylhippic acid	Generator
Meta-methylhippuric acid	HMDB

Chemical Formula

C₁₀H₁₁NO₃

Average Mass

193.1992 Da

Monoisotopic Mass

193.07389 Da

IUPAC Name

2-[(3-methylphenyl)formamido]acetic acid

Traditional Name

[(3-methylphenyl)formamido]acetic acid

CAS Registry Number

Not Available

SMILES

CC1=CC(=CC=C1)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C10H11NO3/c1-7-3-2-4-8(5-7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)

InChI Key

YKAKNMHEIJUKEX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Toluene
Monocyclic benzene moiety
Benzenoid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

N-acylglycine (CHEBI:68500 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.69	ALOGPS
logP	1.04	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	51.16 m³·mol⁻¹	ChemAxon
Polarizability	19.65 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0013245

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029355

KNApSAcK ID

Not Available

Chemspider ID

89642

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methylhippuric acid

METLIN ID

Not Available

PubChem Compound

99223

PDB ID

Not Available

ChEBI ID

68500

Good Scents ID

Not Available

References

General References

Showing NP-Card for m-Methylhippuric acid (NP0339234)

MOL for NP0339234 (m-Methylhippuric acid)

3D MOL for NP0339234 (m-Methylhippuric acid)

3D SDF for NP0339234 (m-Methylhippuric acid)

3D-SDF for NP0339234 (m-Methylhippuric acid)

PDB for NP0339234 (m-Methylhippuric acid)

3D PDB for NP0339234 (m-Methylhippuric acid)

SMILES for NP0339234 (m-Methylhippuric acid)

INCHI for NP0339234 (m-Methylhippuric acid)

Structure for NP0339234 (m-Methylhippuric acid)

3D Structure for NP0339234 (m-Methylhippuric acid)